A crowded beach with people sunbathing and swimming.

Search Holiday Rentals in Southwest Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Southwest Florida holiday rentals

A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

1. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (163 reviews)
"Great location, clean and comfortable"
United States
Jodi
The price is Rp1.516.972
Rp1.691.423 total
includes taxes & fees
25 Oct - 26 Oct
StudioRes by Marriott Fort Myers Airport
A beach with a thatched-roof structure, palm trees, and a view of the sea.

2. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,347 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is Rp2.842.317
Rp3.183.388 total
includes taxes & fees
30 Oct - 31 Oct
The Suites at Fishermen’s Village
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

3. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,093 reviews)
"good room with a great view"
United States
Gary
The price is Rp2.129.890
Rp5.329.543 total
includes taxes & fees
19 Oct - 20 Oct
Lovers Key Resort
A beach with a view of the ocean and a sunset.

4. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,163 reviews)
"Great location"
United States
Nicole
The price is Rp5.042.512
Rp5.622.401 total
includes taxes & fees
30 Oct - 31 Oct
Island Inn
A pool area with a waterfall feature, lounge chairs, and palm trees.

5. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,984 reviews)
"This Resort is wonderful"
United States
Liliana
The price is Rp2.509.358
Rp3.304.095 total
includes taxes & fees
19 Oct - 20 Oct
Tropical Beach Resorts
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

6. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,943 reviews)
"Great stay."
United States
Angie
The price is Rp2.725.683
Rp3.742.641 total
includes taxes & fees
19 Oct - 20 Oct
Edison Beach House
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

7. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,026 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is Rp1.737.623
Rp3.139.404 total
includes taxes & fees
20 Oct - 21 Oct
Flamingo Inn
A modern living room with a white sofa, colorful cushions, a wooden coffee table, and a ceiling fan.

8. Park Shore Resort - Dream Holiday Stays

Park Shore Resort - Dream Holiday Stays
4.0 star property
Park Shore
Park Shore Resort - Dream Holiday Stays
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

9. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (478 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is Rp2.473.232
Rp3.130.124 total
includes taxes & fees
18 Nov - 19 Nov
Pelican Post at Anna Maria Island Inn
A beach with a clear sky, palm trees, and a sunlit ocean.

10. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (980 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is Rp3.591.520
Rp10.462.087 total
includes taxes & fees
19 Oct - 20 Oct
GullWing Beach Resort
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

11. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,716 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is Rp6.440.841
Rp8.367.444 total
includes taxes & fees
19 Oct - 20 Oct
Sundial Beach Resort & Spa
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

12. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is Rp2.065.353
Rp7.295.035 total
includes taxes & fees
19 Oct - 20 Oct
Noel Real Estate
A kitchen with a microwave, cabinets, and a ceiling fan. There is a dining area with a table and chairs.

13. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is Rp2.271.402
Rp3.745.290 total
includes taxes & fees
19 Oct - 20 Oct
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

14. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,342 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is Rp6.043.372
Rp7.508.542 total
includes taxes & fees
19 Oct - 20 Oct
Bellasera Resort
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

15. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (692 reviews)
"Enjoyed our stay"
United States
Robin
The price is Rp3.321.835
Rp3.753.762 total
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"We had a short weekend stay and Lani Kai was a perfect location for our getaway. We had a king beach view room that was perfect! This hotel has a laidback feel. If you are looking for fancy, this would not be your fit. We definitely recommend this hotel."
Christine 3-night trip
Posted 2 hours ago
Lani Kai Beachfront Resort

Find out more about Southwest Florida

Search for holiday rentals in Southwest Florida on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Southwest Florida using one of the methods below:

  • View our selection of featured holiday rentals in Southwest Florida
  • Use the map to find apartments and other holiday homes in the Southwest Florida neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southwest Florida while they last

Look no further and take a look at our great range of rental properties in Southwest Florida!